The Leeward Islands include (from North to South, not including outer islands) Anguilla, St. Martin, St. Barths, Barbuda, Saba, St. Eustachia, St Kitts, Nevis, Antigua, Monseratt, Guadeloupe, Les Saintes, and Dominica.

The Leeward Islands offer so many different itinerary options, it is hard to decide where to explore. Here are a couple sample itineraries...please feel free to request more suggestions. You can choose to island hop through these islands or many of these islands you could do an entire itinerary simply circumnavigating the island's beautiful bays and its outer islands!

8 day/ 7 night SXM, ANGUILLA, ST BARTHS

*This is just a SAMPLE. Any details are subject to weather and options available to the crew and boat at the time. 

Day 1

Arrive in Sint Maarten, meet your boat on the French side and enjoy a sail up to Grand Case for an afternoon swim or walk ashore amongst the chic french beach bars and restaurants. Snorkel at Creole Rock.

Day 2

Sail north to Anguilla, check in at Sandy Ground. Enjoy a tour of Anguilla if you desire.

Day 3 

Pick up anchor and spend your day islet hopping exploring Dog Island, the Prickly Pear Cays and finishing your day in Crocus Bay

Day 4

Wake up underway and have breakfast overlooking the white sandy beach on Scrub Island, swim ashore for a beach walk then continue your sail south to the infamous Orient Beach and Ile Pinel.

Day 5

Enjoy a day of sailing south, first stop at Ile Fourche. While the Chef prepares lunch, take a hike to the top of the island and following lunch a leisurely sail into St. Barths. Check into customs and stroll around Gustavia’s picturesque shops and restaurants.

Day 6

Spend your day exploring Saint Barths, explore the many remote idyllic beaches like Saline or Governour and then pop over to Nikki Beach on Saint Jean beach for lunch to be amongst all of the jet setting clientele the island brings. While back on the boat, anchor out at Columbier for a serene evening aboard.

Day 7

A morning sail back to Sint Maarten will give you plenty of time to do all of your island exploring, shopping, beach bar hopping you desire, or enjoy your last evening aboard in Maho Bay.

Day 8 Depart

A last relaxing morning in Sint Maarten with your boat and crew before your departure at noon.